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.
Rainbow Hale, unit 1
This is a fully furnished ground floor unit with all amenities, utilities, and high-speed Wifi. It's located on an acre of land, is within walking distance to grocery stores and to the Hilo Mall and other Hilo town amenities. This private unit is a spacious two-bedroom,...
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...
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...
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...
KBM Resorts | FREE CAR | Kuilima Estates | 1-Bedroom Condo with Golf Course view, Inside Turtle Bay! KUL-E117
Chic 1-bedroom villa in Kulima Estates on Oahu's North Shore, pool access, a private lanai & steps to Turtle Bay Resort and beaches-perfect for a serene island escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between...
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...
Rare Unique Corner Unit 180 degree Ocean Canal View-34th Floor with Full Kitchen
Your Best Vacation Stay Here! The 180 degree view is incredible from this spacious studio condo on the 34th Floor of the Hawaiian Monarch Hotel, just a short walk from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in...
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...
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Hana Maui1 & 2 Night Staysit's PerfectOn 4 acres of tropical gardens/farmland for you to enjoy during your stay. A very friendly 100 lb dog and 9lb cat. Both will approach you for affection. When You Want To Explore Hana For More Than An Afternoon, Enjoy a 1 or 2 Night...
Cozy Condo At Waikiki Beach 2 Beds & 2 Baths, with 1 free parking space
This is newly listing of remodeled 1000 sf property , fully furniture and kitchenette plus 150 sf patio . Located on 4th floor . Just 2 minute walk to the famous Waikiki beach . Step away to many restaurants and shopping . Every thing in house is new , 2 smart TV...
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....
Discounts! Experience WaikaloAloha! Cozy. Comfy. Convenient. Views.
The Hawaiian term ‘aloha’ runs deeper than a word of salutation. Over many years of visits to the Big Island, we are grateful to have experienced aloha: kindness, mutual regard, warmth in caring. Now, with our renovated condo in Waikoloa Village, we are eager to...
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...
2BR-Hawaiian Style Apt. C/D in Kona town, Great Location, Walkable to everything
Aloha, our spacious 2bedrooms, full bathroom with full equipped kitchen is the perfect place to call home as you enjoy the Big Island of Hawaii. Fully fenced around the property with key code to enter, guests will feel more private staying at MaiLan Hale . Located in...
Oceanfront unobstructed views from this 10th floor 1bed/1bath condo!
This 10th floor spacious (777 square feet with a 150-square-foot lanai) one bedroom, one bathroom condo offers some of the best views on the westside. The private lanai overlooks the beautiful Pacific Ocean and both Islands of Lanai and Molokai. The Master Bedroom has...
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...
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...
2bed/2bath Penthouse Ocean View...upgraded
Summary:My place is close to restaurants, shops and transportation. The Hawaiian Monarch Hotel is conveniently located near the main strip of Kalakaua Ave and the Hilton Hawaiian Village is 15 minutes away with the Waikiki Beach fronting the Hilton.Nearby popular places...
Wailea Ekahi Village | 20H
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroom vacation rental in the prestigious Wailea community. This charming second floor condo with vaulted ceilings offers a tranquil escape with all the...
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...
Luxury Poipu townhome with lanai, mountain view & on-site pool, hot tub, gym
Pili Mai 1GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully positioned with a view of the surrounding palms, green mountains, and shimmering skies of Kauai's South Shore,...
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...
Aloha Suites ~ 2 Bedrooms~ Cloud Forest
Aloha Suites is a completely private two bedroom unit that is 7.5 miles from Kona airport and a 6 mile drive from the heart of Kona town. It is nestled among the native forestry on the peaceful slopes of Hualalai with both mountain and ocean views. Nearby is Kaloko...
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...
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...
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...
Maui Luxe Beach Condo & Pool
Consistently Top-Rated Villa by Maui Visitors!What You’ll Love Pet-Friendly (But Not a Surprise Party) – Your pet is welcome! Just make sure to tell us when you book, just like you'd list your guests. No sneaky chihuahuas in beach bags, please. Fully Renovated –...
Communal Pool & Deck, Just 1.5 mins from Beach Plus WiFi Included!
Legally permitted rental - 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 most desirable and...
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...
Kamaole Sands Ocean View Condo, 5 mins walk to a beautiful beach!
Kamaole Sands 5-403Located just across from Kamaole Beach III, this penthouse condo has one of the best locations inside Kamaole Sands resort and on the island of Maui. The ocean and pool view private lanai will be your favorite spot to watch the beautiful sunset or the...
🏖️Great Location | Close to ocean | Central AC | vrKCV
vrKCV - Casa de Emdeko 202, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko: Your Peaceful Kona RetreatLocated just 1.5 miles from downtown Kona, Casa de Emdeko offers a tranquil escape away from the traffic noise, making it an ideal hideaway for...
Villas of Kamalii 35: Cozy Condo w/ AC, Shared Pool/Spa
Important Notice: Scheduled Water ShutoffThe second and final valve replacement is scheduled for January 29th, 2025, from 8:00 AM to 4:00 PM. Water service will be temporarily unavailable during this time, so please plan ahead by filling water containers in advance.We...
Wavecrest Resort A212
Wavecrest A212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture yourself in paradise at this bright, oceanfront dream condo on the island of Molokaʻi where swaying palms, blue...
Lunapule Unit 106: Spacious 3BR/2BA Oasis on Alii Drive!
Turn your Hawaii trip into a memory of a lifetime at Lunapule unit 106. This three-bedroom, two-bathroom home located on Alii drive. A smart television in every room, a private lanai, and a fully stocked kitchen. Enjoy the air conditioning and fast WIFI.This...
Location, location, location! Ocean view! Close to pool, ocean, shops, bars...
This is a great 2 bedroom, 2 bathroom condo is within walking distance to fabulous restaurants, all kinds of shopping, and even the grocery store. Want adventure? Simply walk across the street to the beach for swimming, surfing, snorkeling, paddle boarding, and...
Ideal Location: Walk to Waikiki and Ala Moana from Your Stylish Stay!
*********IMPORTANT NOTICE**********Fan Coil Unit Replacement ProjectOn Monday, April 07, 2025, contractors will begin our Fan Coil Unit Replacement project.This work includes the removal & disposal of old fan coils and installation of new fan coils in each unit. It will...
B216 Ocean and Pool views in sunny Kihei, Maui
Granite countertops, great views of pool and ocean. Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Free WIFI in the condo and at the pool.Large private condominium apartment at the resort condominium complex on...
Chic Deluxe City View Studio - Waikīkī Grand #519
Castle at Waikīkī Grand #519 - Style and playful modern décor make this 363 square-foot Deluxe City View Studio w/Kitchenette the perfect couple's retreat! After check-in, prepare your kitchenette meals in a kitchen that has a refrigerator for all your local finds...