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.
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....
@ Marbella Lane - Sunshine Seascape | Ocean View
Summary:Embark on a retreat to our contemporary haven boasting tranquil ocean views. This getaway offers all the essentials for a perfect stay. Marvel at the view through ample windows, unwind on the expansive terrace enveloped by lush foliage, and relish moments of...
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...
OCEANFRONT RESORT, 2BDRM, fresh towel changes, WIFI, wshr/dryr, pool, bar&grill
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
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...
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...
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
Welcome to Aloha Suites, a completely private retreat with its own entrance, two bedrooms, one bathroom, and no shared spaces. Originally built as an ʻohana unit (Hawaiian for in-law quarters), this serene hideaway is just 7.5 miles from Kona International Airport and...
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...
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...
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...
🏖️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
Villas of Kamalii #35 by Gather blends relaxed elegance with Kauai’s North Shore beauty. This three-bedroom, three-bath townhouse-style condo offers spacious comfort, resort-style amenities, and stunning mountain views in the heart of Princeville’s gated...
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...
Across from the Breach - Cozy Studio with Ocean View KAC201
Welcome to Kihei Akahi – "Number One" in Hawaiian – where relaxation and adventure await in the heart of Kihei! This charming condominium complex offers a perfect blend of comfort, convenience, and breathtaking ocean views from many of its units. Whether you’re...
Sea Village #2304 | Ocean Front Complex
Summary:This 2 bedroom/2 bathroom home features stunning ocean views. Bring the whole family as the unit can accommodate up to 4 guests.The Space:Watch the whales or enjoy a Mai Tai while relaxing on your private lanai. Sea Village is an ocean front complex perfect for...
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...
Ocean and City View 2 Bedroom 2 Bath Condo w/Free Parking and Free WIFI!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views
Kona Lunapule is centrally located in Kailua Kona, in the Island of Hawaii. It's just a short drive to local restaurants and shops along the coast of Ali’i Drive. This quaint complex features a communal pool and onsite parking. Upstairs you will find 205B; a quiet and...
Partial Ocean View Condo with Great Location
Hawaii Tax ID: TA-124-867-7888-01TMK: 390180030084This two bedroom top floor Maui Vista 1411 unit, perfect place to stay for your home away from home vacation! Simple and clean; distant ocean view, complimentary WiFi and parking space included, you will be sure to enjoy...
Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
Wailea Ekahi Village - Spacious one bedroom, two bath condo with a enchanting garden view located in the Upper Village. New carpet throughout the unit. Master bedroom boast a King size bed. Plus there is a bonus sofa sleeper in living room. Full size washer/dryer, air...
Anini Ohana Estate - Two Spacious Homes near Anini Beach
Anini Ohana Estate-includes the Main and Ohana guest house TVNCU# 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami...
#49 1 Bed/1 Bath Beautifully Remodeled Unit
Black Sands Beach - 1 Bedroom Condo with Ocean View - Ho'ōla provides accommodations in Pahala. This oceanview property offers access to a patio, free private parking, and free Wifi. The apartment offers an outdoor swimming pool, hot tub, and propane grills. Offering a...
Kauhale Makai 627: Top Floor Ocean view Condo at Ocean Front Resort
Newly renovated one-bedroom Ocean View Condo. Enjoy ocean and mountain views from the comfort of this gorgeous unit. The furnishings are a beautiful mixture of rattan and the bright pillows and upholstery create a lively atmosphere. The flooring is tile in the kitchen...
Beach lovers dream condo with pools, hot tub, beach access & W/D
Maui Kamaole D111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Koa Resort #2J Spacious 3-Bedroom 2-bath, Pool, BBQ, AC, WIFI
Gorgeous townhome, across from ocean -Steps from Pool, BBQ at Cabana, A/C, Air-Conditioning located in all three bedrooms and living room, FREE WIFIThis beautiful 3-bedroom, 2-bath townhome will be your home-away-from-home during your vacation on Maui! The owners have...
Haliewa Surf Pad Blocks From the Beach
This newly remodeled suite is blocks from Haliewa Alii beach and less than a mile from coffee shops, grocery stores, and countless restaurants and bars. The suite is situated in a classic Haliewa beach house, has its own private entrance, and complete access to shared...
Cozy 14th floor condo overlooking the surrounding Waikiki area! Great price!
This condo is located on the 14th floor of the Ilikai Hotel. Look no further, you've found the BEST DEAL in Waikiki!! The flooring was recently upgraded to a luxury vinyl, along with brand new mattresses, sofa and updated upholstery on the dining chairs and accent...
Stunning retreat with oceanfront views
Welcome to Mana Kai 501, where luxury meets paradise in this exquisite 2-bedroom, 2-bathroom upscale condo, accommodating up to 4 guests. As you step into this stunning retreat, be greeted by direct oceanfront views and tastefully appointed Hawaiian-inspired decor....
Ocean Front Condo SV4207
What do you get when you combine unrivaled oceanfront views from a private lanai with gorgeous, high-end interiors? You get Sea Village 4207 and one amazing Hawaiian vacation! Bring your ohana – family – and experience the Big Island of Hawaii. Inside, gorgeous...