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.
** 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...
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Aloha! When you think about Hawaii, do the following images come into your mind? The blue Pacific ocean? Long sandy beaches? Palm trees swaying in the gentle breeze? Warm sunshine? Tropical islands on the horizon? Stunning romantic sunsets? And also, in one word;...
Brand New Rental Direct Ocean Front Ko Olina Beach Villas
First time in rental pool! Owner previously used it as a vacation home only, barely occupied during the year.This ocean front 4th floor Beach Villa is located on Ko Olina Resort's pristine 2nd Lagoon in the Beach Tower which is closest to the beach. One of 14 true...
The Gardenia TVU-1870 - Ke Iki Beach Bungalows
Pictures speaks louder then words! The Gardenia Bungalow has a king bed in the bedroom and a Twin Bed in the living room. The outside deck is partially covered with a Bali Day Sofa Bed for lounging and tables and chairs for dining. Includes an outdoor shower. Beachfront...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Amazing | 3 Units, 5 Bedrooms | HK ML-1772
** 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...
Experience resort-style living in this 5BR/4BA luxury retreat in Mauna Lani. Designed for relaxation and entertaining, the home features a private pool and spa with waterfall, lush tropical landscaping, spacious lanais, a gourmet chef’s kitchen, media room, and a serene...
Valley Isle Resort #1102 - Vacation West Maui
★Free Parking, Free Wifi, No Resort Fees★New Split Air Conditioner System in Bedroom and Living Room! New Vinyl Floors!!Escape to a haven of tranquility and breathtaking ocean vistas at Valley Isle Resort 1102, your beachfront condo on Maui's sun-kissed west coast. This...
🏖️Across from Magic Sands | Pool, AC, Tennis & BBQs
White Sands Village #224 | Across from Iconic Magic Sands Beach | 2-Bedroom, 2-Bath Condo with Central ACWelcome to White Sands Village #224 — a beautifully updated 2-bedroom, 2-bath condo, perfect for families or couples looking for comfort, convenience, and a prime...
Relaxing oceanfront getaway with views from the lanai, shared pool and hot tub
Kona Bali Kai #404Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Kona Bali Kai, your oceanfront paradise in Kailua-Kona, Hawaii! Nestled along the stunning Aliʻi Drive,...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Exceptional Value | 2 Units, 3 Bedrooms | HK ML-1297
** 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...
Honua Kai Konea 307 Ocean View 2 Bedroom 2 Bath
Konea Unit 307 Konea 2 Bedroom Ocean View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Beautiful views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings...
Premium 2-bedroom Condo in adorable Kona - Walk to Beaches Shops & Restaurants
Welcome to your slice of Kailua-Kona paradise. This beautifully updated condo offers relaxed island living with modern comfort. Enjoy an open, light-filled interior that flows onto a spacious private lanai—perfect for morning coffee, sunset dinners, and catching the...
Regency on Beachwalk City View 1 Bedroom
Ideally located near Waikiki Beach, this inviting one-bedroom condo comfortably accommodates up to four guests and offers all the comforts of home.City View 1 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker,...
4th Floor Oceanfront Unit in Westin Nanea Ocean Villas: 2 Bed/2Bath, Unit #8410
Stunning Oceanfront Two Bedroom/Two Bath Condo. Guaranteed Unit #8410 (Fourth Floor, Oceanfront Center Unit). Huge Oceanfront Lanai/Balcony off the Living Room. Both bedrooms are likewise oceanfront -- both squarely and fully face the ocean. A very spacious 1260 square...
Marriott's Kaua‘i Beach Club | One-Bedroom Villa
Summary:Escape to Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach in Lihue, Hawaii. This beachfront resort offers a perfect blend of relaxation and adventure, with access to a pristine beach and a variety of amenities. Enjoy breathtaking ocean views,...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Family Friendly | 2 Units, 4 Bedrooms | HK ML-2468
** 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...
35FL Newly Renovated w/ocean view-Waikiki Beach
🌺🏖️Bask in the heart of Waikiki! 🏨👑 Our stunning 35th floor condo offers a breathtaking 180° view from your private lanai, just a hop from the beach and buzzing mall. 🏡💃🏽 Enjoy a cozy queen retreat with Ocean. 🛌💨 Relax poolside or sweat it out in the gym. 🏋️♀️💨 Unwind...
WB8 A Block Away to Waikiki Beach - 1 BD/FREE Parking
Aloha! Enjoy this Newly Renovated condo just steps away from World Famous Waikiki Beach in the beautiful Waikiki Banyan. The condo is a true, large one-bedroom, with a Cal King size bed in the bedroom, a queen sofa bed in the living room, and a Full kitchen. The...
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere you look you will appreciate the beachy details and Hawaiian theme with clean modern design. From the lanai, you have view...
❤️PiH❤️ Hawaii Magic ★ Sunset & Ocean Views ★ Near Pools
Hawaii Magic! Brought to you by Paradise in Hawaii Luxury HomesWelcome to our 4 bedroom Hawaii Magic Villa at KaMilo, on the Big Island of Hawaii a part of our Hawaiian Luxury Collection.It's is a wonderful 4 bedroom home with 3.5 Bath (Mahina Model) equipped for up to...
** 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...
2 Oceanfront Units in Napili Lani, Sleeps 10
This listing is a combination of 2 separate units close to one another.This rare pairing of two oceanfront units offers an ideal setup for families or friends traveling together. Nestled on scenic Puna Point in Napili, both condos sit just steps from Maui’s famed...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Resort+Amenities.1BR Condo
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟏-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most exclusive 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...
Ridge Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Lanikai Hideaway: 4 BR Luxury Retreat near Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
Maui Luxury: Mountain-View Villa at Honua Kai
Summary:Escape to Hokulani Hale at Honua Kai Resort, a luxury 1BR villa on world-famous Ka’anapali Beach. Enjoy stunning West Maui Mountain views from your lanai, a gourmet kitchen, and seamless indoor-outdoor living. Resort features seven heated pools, waterfalls, hot...
Cozy Studio at WorldMark Kihei – Maui Getaway for Two
Enjoy a simple and comfortable Maui escape in this studio suite at WorldMark Kihei. Perfect for couples or solo travelers, this suite offers everything you need for a relaxing stay in paradise.Inside the studio, you’ll find a queen Murphy bed that tucks away for extra...
** 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...
KBS A107 - Updated Studio next to Beach
Ground floor, updated studio, across from the beach!A great studio featuring a queen-sized bed, a futon for one in the living space, a window AC, and TV is also included, all just steps from miles of sandy beach. You will love the well-maintained kitchen and living...
Monthly Ilikai 1142 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Fully equipped and...
Breathtaking Corner 1-bedroom 2-bathroom condo #1074 The Whaler Kaanapali Beach
Welcome Home! These are the words we hear every time we return to The Whaler. You will feel at home in our beautifully appointed condo that is located at one of the best locations on Kaanapali Beach. We are located right on the beach and next door to Whalers Village....
1st Fl Gem, Kings, Steps 2 Beach
Summary:Upgraded 1st-floor condo in a gated community, steps from shops, dining & beach. Features new floors, kitchen, bathrooms, & designer decor. King beds, premium cotton linens, full AC, & stocked kitchen. Baby gear & beds for all ages. Enjoy a heated pool, gym,...
Spectacular Ocean View & walk to Kehena Beach!
New (2018) 2 bedroom house with spectacular ocean view and huge 500 square feet (45 m2) lanai (terrace) to enjoy it from. Pleasant 5 minute walk to clothing-optional Kehena Beach. Large windows let you see and hear the ocean from every room.My house is in the upscale...
Ground Floor Retreat W/Kitchen - Kaha Lani 115
Castle Kaha Lani Resort #115 on the ground floor: Enjoy Ocean views on this ground-level one-bedroom/one-bathroom condo with a breezy interior, sliding-glass doors, and an open concept floor plan. Tropical patterns and calm earth tones create a soothing island...
Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views
2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 35-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...
Kaanapali Alii 2433 Bedrooms | 3 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 243, a beautiful 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. Expansive windows...
Beach studio oasis centrally located at Kihei cove
Experience the beauty of Maui at this central studio located just across the street from Kihei's renowned surf break. Step out to discover world-class beaches, delicious dining options, and boutique shopping all within walking distance. When you're not out exploring,...
On the Ocean's Edge, Steps to Beach - Kahana Reef 210
Welcome to your tropical paradise getaway in Hawaii! This exquisite one-bedroom condominium is the perfect escape for beach lovers and relaxation seekers. Nestled right on the sandy shores, this short-term rental property offers stunning panoramic views of the...
10th Fl Ilikai | King Beds | Pool | AC | City View
Welcome to your corner end-unit retreat at the iconic Ilikai Hotel, where sparkling city lights meet Waikīkī’s vibrant lifestyle. From your private suite, enjoy sweeping views of Honolulu and the lively energy of the city, all while relaxing in a resort-style setting...
Everything You Need For The Perfect Vacation! Outdoor Pool, Oceanfront!
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for a room within a hotel.✦ Your room is 380 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV,...
Spacious WorldMark Kihei – Studio
Beachside Bliss at WorldMark Kihei – Cozy Maui Studio Retreat Product Description Studio • Queen Murphy Bed • Sleeps 2 Welcome to WorldMark Kihei, a full-service resort in sunny South Maui, just steps from the beach. Enjoy hotel-style check-in, tropical surroundings,...
Hawaii Life Rentals Presents Puu Poa 202
Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to...
Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite
Summary:On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just the...
Whaler | 2 Free Rental Cars | KBM Resorts | Kaanapali Beach | 2 Units, 2 Bedrooms | WH ML-1580
** 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...
Everything You Need For The Perfect Vacation! Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Executive Honolulu Home with Spectacular View- Monthly Rental Only
This is a minimum 30 day rental of the upstairs portion of this property which is street level. This private and separate 3 bedroom home has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great...
Hale Kamaole 217 Beautiful, spacious one bedroom unit
Beautiful One bedroom One bath nicely renovated with ocean view! Situated on this 8 acre property with green belt down the middle. Property has 2 pools and has a tennis/pickle ball courts. Relax in the open floor plan. This unit has brand-new stainless steel appliances....
Palms at Wailea Villa 1210 Garden Deluxe 1 BD 2 BA
This charming one-bedroom garden-view villa is located in Maui’s sought-after Wailea resort community. With a full kitchen, open concept living area, and private patio, it’s a perfect base for enjoying nearby beaches, world-class golf, and island dining. Villa 1210...
Tiny Home & Sauna; Walk to Kehena Black Sand Beach –Near Lava heated Hot Springs
Get away from it all when you stay under the stars in Hawaii in our Aloha Tiny House located in Puna Beach Palisades, arguably the nicest neighborhood in Puna. This custom-built cedar tiny home is a cozy space in the jungle, a 10 minute walk to a beautiful black sand...