Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Holoholo Hale by Gather w/ Marina Views, Jacuzzi, AC, & Nearby Beaches
Welcome to Holoholo Hale, a private waterfront retreat tucked into the peaceful marina community of Hawaii Kai in South Oahu. This single-level home pairs open, contemporary living spaces with tranquil outdoor areas designed for relaxation and gathering. With four...
Feel The Aloha!! Enjoy Hula Girl. Marine Surf Waikiki with 1 Parking!! (MS02)
The Aloha Hula!! Marine Surf Waikiki!(MS02). Feel Hawaiian Air inside the Room. Enjoy the Hula theme room with the great price!!The room rate is less than a half of other Central Waikiki Hotels!! Also a full kitchen and a free parking is included!This tropical studio is...
6th Floor View Across from Kamaole Beach Park II
Relax and Enjoy the Gorgeous 6th Floor Lanai View! One bedroom unit with a sofabed in living room. Amenities include: Wifi, Cable TV, VCR. Two Swimming Pools, Tennis Court, Gas Barbecues, and easy walking distance to shopping/dining/bars/beaches.Steps away from Kamaole...
Oceanfront Studio at Magic Sands Relax to Waves Dine by Pool!
This oceanfront studio at Magic Sands, located on the iconic Ali'i Drive, offers a humble abode with a kitchenette, bathroom, queen-size bed, a small dining table and a sleeper sofa. It's the perfect spot to listen to the waves lulling you to sleep while enjoying...
Hale Lani at Poipu Kai By Parrish Kauai - spacious home w/ rich tropical garden
Nestled in flourishing tropical landscape within the Poipu Kai Resort, this spacious 4 bedroom, 3 bath Kauai vacation home is uniquely designed for privacy with a beautifully appointed back yard and covered patio. Central air conditioning, vaulted ceilings and numerous...
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
“Kuakahi” – Unit 106 – is a ground-floor, partial ocean view studio in the Mauka (upper) building. Our most affordable unit, it has a queen-size bed, a spacious covered lanai, porcelain tile floors, granite countertops, bar seating, expanded glass wall and vinyl lanai...
Gorgeous Ocean/Marina Views at the World-Famous Ilikai!
Ilikai #1327 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 13th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful places...
KBM Resorts | FREE CAR | Kuilima Estates | 1-Bedroom Condo with Golf Course view, Inside Turtle Bay! KUL-E117
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Palms at Wailea 601, perfect location in Wailea! Ground floor 2 bedroom!
Palms at Wailea 601 offers the perfect location in Wailea. This 2-bedroom/2-bath ground level unit surrounded by the lush landscaping makes this a great Hawaiian getaway!Maui's most exclusive location with the best weather is the award-winning Wailea Resort. Ideally...
Sweeping Ocean Views from Prime High-Floor Corner Unit at the Waikiki Banyan
Alohana Waikiki Banyan 2514. This 25th floor, one bedroom corner unit condo at the Waikiki Banyan Tower 2 has 2 full size beds and a queen size sleeper sofa. It will accommodate up to 4 people. Enjoy the LCD flat screen TV or cook a gourmet meal in the fully equipped...
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Book with us and come to Maui to explore everything we have to offer!Welcome to your beautiful vacation home at Maui Vista. This amazing unit features brand-new carpet and a split AC system in the living room, glass titled back-splash, remodeled bathroom and nice...
Maui Resort Rentals: Kaanapali Alii 353 - Expansive 2BR w/ Stunning 5th Floor Ocean Views!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on 1/8/2025 to start taking bookings on April 11th, 2025!Nestled just one stack from oceanfront, in the heart of...
Expansive ground floor condo with central AC, pool & hot tub access, and WiFi
Shores at Waikoloa 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor condo is perfect for a small family or two couples, offering bedrooms on either side of the...
☀ Take a Look! Ocean View with cute Kitchenette ☀ WAIKIKI GRAND HOTEL® 715
Legally permitted vacation rental ⛱WAIKIKI GRAND HOTEL®134 Kapahulu Ave #715⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. ☀Enjoy...
Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202
The main living area boasts expansive high beam ceilings that add to the wonderful flow of air blowing in off the Shores of Maui. Very spacious and open, bringing the outdoors into your living room and kitchen! This unit is situated in the highly sought-after complex....
Come home to 311 and feel the warmth of the tans and browns of the decor.
Legally permitted rental - ✈Waikiki Grand Hotel®134 Kapahulu Ave #311Come home to 311 and 🗺Feel the warm décor of pink, tans & browns in 311 at Waikiki Grand Hotel®🗺The stone floor, the stucco walls and curved soffits set off the exquisite cabinetry and stone countertop...
Kona Islander Inn#309: Downtown Kona, Walk to everything, Remodeled Studio
Welcome to "Breezy Palms" your charming remodeled studio in the heart of downtown Kailua-Kona! This stylish and modern retreat offers the perfect blend of comfort and convenience, making it an ideal getaway for your Hawaiian vacation. Just steps away from the vibrant...
Oceanfront unobstructed views from this 10th floor 1bed/1bath condo!
Welcome to Royal Kahana 1009. This spacious (777 square feet with a 150-square-foot lanai) 10th floor 1 bedroom, 1 bathroom condo offers some of the best views on the westside. The private lanai overlooks the beautiful Pacific Ocean & both Islands of Lanai and Molokai....
Oceanfront 2bdrm condo, Point at Poipu, Kauai available 12/20/25 to Jan 3, 2026
Beautiful and spacious oceanfront 2 bedroom/2 bath condo at The Point at Poipu on Kauai's sunny south shore. . These fully equipped and furnished units sleep 6 comfortably. Full kitchen, W/D, large master bedroom with king size bed and attached full bath with large...
Centrally Located Near Some of Maui's Best Beaches
With a king bed in the master and a brand new pull out queen sofa and Murphy bed in the living room, this unit is great for accommodating up to 5 guests. Enjoy your morning coffee out on your spacious, tiled, ground floor patio and soak up the Maui sun. This bright and...
Hip and Modern Design at the Waikiki Grand Hotel® - 2 mins to Waikiki Beach
Legally permitted rental - 134 Kapahulu Ave #322** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleek and modern, remodeled from top to bottom & with one of largest floor plans at the Waikiki Grand Hotel®- privately...
Modern and Renovated Ocean Front Studio in Kona! Best Location!
GET LOST IN PARADISE! Absolute BEST location 1 minute to the ocean front at historic Alii Drive. This unit is totally upgraded with a contemporary island theme. We are 15 mins from the Kona airport.FAST INTERNET!! for those of you decided to escape to paradise to...
Kailua-Kona Vacation Rental - Walk to the Beach!
Soak up some much-needed serenity when you stay at this 1-bathroom studio vacation rental perfect for couples looking for a romantic beachside escape! Start your mornings with a peaceful breakfast on the lanai as you overlook the idyllic community pool before venturing...
3-6k mo now2dec24@OCEANFRONT resort!1-6moAsk4dealsSingleOccupant?
Sweet, small condo in incredible location!, can get further discounts after 90 days-Perfect for workers or travel nurses needed nidagoulding a dark bedroom &I’m a caring host too...GIVE IT A CHANCE! I book up every year and now it’s open -unfortunate Recent reviewer...
Two Bedroom Deluxe Partial Ocean View Luana Kai Resort B207
Unit B207 with AC is a deluxe, two bedroom two bathroom condo . It has a partial ocean view as shown below and is spacious and warm and has all the amenities you expect Condo B207 is tiled throughout which helps keep it cool in summer. The view of the courtyard, pool...
Kahana Reef 101: Completely Remodeled 1 Br condo with Ocean Front Views
Direct oceanfront views of the Pacific Ocean and the neighboring island of Molokai from this ground-floor one-bedroom vacation rental located in Kahana area of W. Maui. This vacation condominium features a remodeled kitchen and bathroom with tiled flooring throughout....
Maui Kamaole H202: Renovated Two bedroom garden view Maui vacation Condo
This beautiful two-bedroom condo at the Maui Kamaole was renovated featuring a new, top-of-the-line kitchen. This condo offers partial ocean views at garden-view prices! The wide-open living space in this unit creates a spacious atmosphere for you to relax and...
Turtle Bay Paradise Family Beach Getaway - Kuilima Estates West
TA-045-144-4736-01 Legal Rental #1791 TMK#570010290133 ALOHA!!Enjoy Your Tropical Hawaiian Getaway in our Family Friendly Beach Home, Paradise in Turtle Bay! Clean and comfortable, our air conditioned Wi-Fi enabled condo is a Perfect Rejuvenation Beach Escape for...
Spacious 2 bedroom 2 bath Palms at Wailea 1703
Book with us and come to Maui to explore everything we have to offer!Enjoy the beautiful lanai and grounds of the Palms at Wailea with this elegant vaulted ceiling two bedroom two bath condominium in north Wailea. The gardens are spectacular and include a beautiful pool...
Kihei Luxury Suite, Pool, Walk to Beach
Summary:🏝 Prime Location – Steps to Kamaole Beach, dining & shops🛏 Luxury Comfort – King bed & memory foam sofa bed🏊 Resort Perks – Pool, hot tub, outdoor grills📺 Entertainment – 65" Smart TV, free Netflix & fast WiFi🛎 Seamless Stay – Self-check-in & Smart Lock🎟...
Maui Banyan T-305 | Stunning Tropical Views
Bring up to 10 friends and family for the vacation of a lifetime at Maui Banyan T-305. Your condo is newly updated and features air-conditioning in all bedrooms and the main living space. Best of all, your resort is across the road from Kamaole Beach II, one of the most...
MRR Presents Kaanapali Ali'i 224 - Elegantly Remodeled 2BR w/ Lush Garden Views!
Beautifully remodeled, suite 224 has been extensively upgraded throughout and features plenty of comforts for your next Maui vacation. Fall into a restful sojourn in the sumptuous king size bed in the primary bedroom. Open the pocket doors to reveal the queen size bed...
Two Bedroom Ocean View Deluxe Luana Kai D204
D204 is a deluxe, 2 bedroom, 2 bathroom ocean view. The master bedroom has a king sized bed and the guest has a queen size bed. There is a sofa bed in the living room. D204 has large white stone tiled floors everywhere but the bedrooms which are carpeted. The kitchen...
Ilikai 1434 2 Bed Room Ocean/Lagoon Views Extended Lanai - Qn Bed + 2 Full
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, 120 sq. ft lanai, 1,000 interior sq. ft. Queen bed, 2 double beds. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway...
Remodeled, top-floor studio with ocean/Bali Hai view, lanai, AC, pools & tennis
Hanalei Bay Resort 8234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Glorious island sunshine streams into Hanalei Bay Resort 8234, a recently remodeled, corner studio with a...
Casual Island Living! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer, TV Kanaloa 904<br>
Start your vacation in sunny Kona with spacious two-bedroom two-bathroom accommodations that offer the best of indoor/outdoor living! You’ll love entertaining outdoors on your tiled covered lanai with a table perfect for al fresco dining and a wet bar. Enjoy views of...
Ocean Front in South Maui, top floor condo
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1 bedroom with private attached bathroom. 2nd...
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
Beautiful third floor one bedroom condo at Menehune Shores in Kihei- If you like the water, this is as close as you can get The kitchen has been re-modeled and added new oak cabinets and stone countertops. It is well stocked for cooking at home. There is a washer and...
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
Listen to the ocean and feel the sea breezes sweep over you as you relax beneath the shadows of swaying coconut trees. Let the Makai Suite be your comfortable place to return to after the day’s adventures.The Makai Suite is a 2 bedroom, 1 bath suite located on the 2nd...
Top floor, oceanfront, steps to beach!
Hawaii Tax ID: TA-008-505-7536-01TMK: 390080030022This Oceanfront unit is one of the best places to stay in Kihei. You will be blown away by 190 degree views of the ocean . Enjoy a piece of tropical paradise when you stay in this Hale Kai O'Kihei 302 condo.Bedding...
2nd-floor resort condo near beach with outdoor pool, lanai, BBQ area, W/D, AC
Hono Kai B17Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a fantastic and unforgettable coastal escapade when you book this delightful second-floor condo in Hono Kai, a...
Shores at Waikoloa Unit 14: 1 Br condo in the Kamani Court Bldg, Sleeps 4
Located in the Kamani Court Building, this single-level vacation rental offers plenty of natural light to brighten up your Big Island vacation. Between the open-concept living area or open-air lanai you are sure to find your perfect piece of paradise. This home away...
Ocean Views w/Lanai, Kitchen, WiFi–Kaha Lani
Castle Kaha Lani Resort #320 on the 3rd floor: Live on the Pacific’s edge in this one bedroom with homey touches and casual décor. Expansive sliding glass door windows let in an abundance of natural light and entice guests to enjoy lanai views. The lanai seats four...
Ilima Suite at The Ilikai | Short Walk to Beach!
Summary:This property is professionally managed by Grand Welcome Vacation Rentals. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Ilima Suite is a cozy condominium at The Ilikai featuring an ocean view. Located in the Ala Moana and...
1BST-2 Aston at the Waikiki Banyan: Standard One-Bedroom with Full Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: Standard...
Communal Pool & Deck, Just 1.5 mins from Beach Plus WiFi Included!
Legally permitted rental ☼WAIKIKI GRAND HOTEL®☼ 134 Kapahulu Ave #600** For your health and safety**we utilize additional Sterilization procedures between reservations.Located on the cooler and quieter side of the Waikiki Grand Hotel. The unit is located in one of the...
Romantic singing Cottage, soak hot tub, outdoor shower 5min to HI volcano park
Aloha! We invite you to experience a garden home in this small piece of paradise. Enjoy the expanded outdoor space with a new gazebo, relax in the soak tub and take a refreshing shower in the backyard forest. Wake up to the melodious songs of native birds and witness...
Updated Ocean & Garden View Condo w/ AC & Community Pool: Casa De Emdeko 104
Casa De Emdeko 104 invites you to step into a fully remodeled ground-floor retreat in the heart of Kona, where tropical gardens meet oceanfront resort living. This 1-bedroom, 1-bath condo sleeps up to four and offers the perfect blend of style, comfort, and...
Molokai Shores 332
Molokai Shores unit #332: One look inside this recently renovated one-bedroom/one-bathroom with a loft vacation suite, and you’ll see why it’s one of the first to be booked every season. Chic island décor with attractive furniture and modern finishes provides an...
Reminiscent of old school Hawaii. Bright, fully renovated, condo.
Reminiscent of old school Hawaii. Bright, FULLY RENOVATED (2018) and beautifully furnished! Hawaiian King offers all the conveniences of Waikiki with the International Market Place just across the street, you're a quick stroll next to a number of restaurants and...