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.
On The Beach! Kahana Sunset C2 Stunning 2BR/2BA Beautifully updated Condo w/AC
Escape to this beautifully updated 2-bedroom townhome just north of Lahaina in Kahana. This inviting townhome features a primary suite with king bed and updated ensuite bathroom with shower. The guest room also has a queen bed (with an extra futon in the closet you can...
Aqua Aloha Surf Waikiki 216 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 216 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 228 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Aqua Aloha Surf Waikiki 702 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 702 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Beachfront Oasis- Walking Distance to Everything in S. Kihei!
November Special! Walk to everything in S. Maui!Kihei was unaffected by fires and everything is open! We have a special discount for November due to last minute cancellations!!Our condo is 45 minutes away from the disaster zone and is completely unaffected by the...
Marriott's Kaua‘i Beach Club | Three Studio Villas
Summary:Discover paradise at Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach. Enjoy breathtaking ocean views from your villa, perfect for a relaxing getaway. This resort offers access to a beautiful beach, swimming pool, and various amenities....
Kapalua Bay Villa 19G4 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- One level condo with 19 stairs between parking and front door- Tile flooring throughout- Updated white kitchen with granite counters includes stovetop/oven, microwave, and refrigerator with ice maker, coffeemaker, cookware, tableware-...
New Listing | Maui Oasis at The Grand Champions unit 53
Forget your worries in the spacious and serene space. This recently refreshed bright, 1 bedroom, 2 bath condo is perfect for up to 4 guests to enjoy all of Maui's luxury establishments within walking distance. Retreat to the ground floor lanai where you will soak in an...
Poipu Modern Luxury Home - Lo'i Hale
Escape to Kaua’i’s sun-drenched South Shore and experience island living at its finest in this beautifully designed 3-bedroom, 3.5-bath retreat just minutes from world-famous Poipu Beach. Nestled on a quiet cul-de-sac and surrounded by lush tropical landscaping, this...
New Listing! Private Tropical Style Escape
Welcome to Napili Shores F248 — Your Maui Escape Starts Here! Discover the comfort and charm of Napili Shores F248, a spacious one-bedroom, one-bathroom condo that comfortably accommodates up to four guests. Thoughtfully designed for relaxation and convenience, this...
Kamaki House 4bed/3.5bath in Holualoa
Welcome to Kamaki House – your peaceful retreat in the heart of Holualoa, Hawaii. This beautiful 4-bedroom, 3.5-bath family home blends comfort, island charm, and stunning ocean views. Perfectly situated in Holualoa’s lush countryside, Kamaki House invites you to...
Luxurious KoOlina 2-bedroom, 2 bath beach villa located just outside of Honolulu
Discover comfort at our Oahu vacation resort. Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Our Oahu vacation resort is nestled within a beautifully landscaped, gated...
Maui Kamaole D211: Bright and open two bedroom condo in S. Kihei across fro
Bright and open two-bedroom garden view Condo. The master bedroom and bathroom are up in the loft which opens up to the living and dining areas. The living room has a vaulted ceiling. The kitchen is open to the dining and living areas creating a large living area. The...
Steps to Beach Hot Tub Luxe Maui Retreat
Summary:2-Min Walk to Pristine Kamaole Beach Ultimate island escape Private Hot Tub Resort Pool Relax after sun-filled adventures Luxury Beds Linens Guests rave about restful sleep Fully-Equipped Kitchen Cook gourmet meals with ease Fast WiFi Dedicated Workspace Ideal...
Puunoa Beach Estates 204
Welcome to Puunoa Beach Estates 204, a three-bedroom oceanfront condo with an additional upstairs loft with a queen bed that serves as the fourth bedroom. This recently remodeled home offers a luxurious escape with a blend of modern elegance and tropical charm....
Beautiful central kihei two bedroom (MBG309)
Hawaii Tax ID: TA-156-046-3872-01**Charming 2-Bedroom Condo Across from the Ocean in the Heart of Kihei, Maui**Stay in this delightful 2-bedroom, 2-bathroom condo, perfectly located just steps from the beautiful beaches of Kihei. Situated across the street from the...
Maui Ka’anapali Villas #148: Studio garden view condo
Maui Ka’anapali Villas #148: Studio garden view condo at Beach Front Resort on N. Kaanapali Beach.This newly remodeled condominium is located on the ground floor, giving quick and easy access to the pool. This luxurious studio is furnished with a king-sized bed and a...
Experience ocean views at Royal Kahana 610, a 2-bedroom condo in West Maui.
Royal Kahana 610 Breathtaking Panoramic Direct Oceanfront Views from this Spacious West Maui CondoWelcome to your Maui Retreat: Welcome to Royal Kahana 610, a rare sixth-floor corner 2-bedroom, 2.5-bath ocean-front sanctuary that stretches across 1,400 sq ft and sleeps...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
Comprised of two adjacent ground-floor 2BR suites and a neighboring 1BR suite, this luxurious five-bedroom offering is the perfect gathering place for large groups and families. Each suite features an expansive interior, a private lanai with a large adjoining lawn area,...
Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in Poipu
Be one of the very first guests to stay in this brand-new-to-market vacation rental.Welcome to Koloa Shore Cottage — your peaceful escape at the historic Koloa Landing area in sunny Poipu, also known as Whalers Cove. Step outside and take in breathtaking views of the...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Mountain Views | 3 Units, 4 Bedrooms | HK ML-1838
** 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...
Royal Garden @ Waikiki Studio
Unwind in a tranquil setting near Waikiki Beach at Royal Garden at Waikiki, your ideal vacation retreat. Situated along the Ala Wai Canal, this European-style resort boasts a prime location for exploring Honolulu. From cultural sites and golf courses to hiking and...
New Listing, Oceanfront Paradise, Kona Isle D3, 1BR
Oceanfront Paradise – Kona Isle D3 | 1BR Retreat with Stunning Views!Welcome to Kona Isle Unit D3 – Your Perfect Oceanfront Escape on the Big Island! Ground floor unit, so no stairs! Located just steps from the Pacific, this beautifully updated 1-bedroom, 1-bath condo...
Kapalua Bay Villa 25G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Large oceanfront lanai off living and dining areas with direct lawn access- Tile floors throughout- Updated kitchen with granite counters and high end appliances – fridge with ice...
Cozy studio in a fantastic Honolulu location with AC and
Escape to this adorable studio in picturesque Honolulu. Guests enjoy a cozy living space with a comfortable queen bed, perfect for relaxing after a day of exploring. The space features a modern bathroom equipped with a hair dryer for convenience. Stay comfortable...
Quiet oasis with fabulous ocean, bay and mountain views, nestled in lush nature
3-4 bedrooms, 2.5 bathroom home in fabulous central Kaneohe location, with magnificent views of ocean, Kaneohe Bay and Ko'olau Mountains. Renovated kitchen, living and dining are open-plan and open up to the lanai (deck) and super views. 3 bedrooms, 1.5 bathrooms on...
Discover Island Bliss in a Studio Villa at Westin Ka'anapali Ocean Resort
Escape to paradise with a Studio Island Villa at Westin Ka’anapali Ocean Resort Villas, the perfect retreat for couples or small families seeking luxury and adventure on Maui’s iconic Ka’anapali Beach. With its prime location, family-friendly amenities, and touches of...
Wyndham Bali Hai Villas | 5 2BR Villas Sleeps 30!
Summary:This listing is for five 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary...
Lovely 2-bedroom Hawaiiana near historic Pāhoa Town close to Black Sand Beaches
Experience East side of the island in this 2-bedroom house near Pahoa. The cozy atmosphere and comfortable furnishings make it a nice retreat for guests. The home is newly renovated with brand new appliances, ensuring a pleasant stay. You're sure to make fantastic...
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
Waikiki high-rise Ocean view with free parking
Your home away from home in Honolulu with 1 bedroom. See the million-dollar ocean view room you've been dreaming of! Your room windows offer direct ocean views, allowing you to witness the sea, surfers, whales, sunsets, and more.This beachfront property is just minutes'...
Kapalua Bliss: Serene Villas in Hawaii's Nature Preserve
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...
Free Parking!! Renovated 1 Bedroom @ Waikiki Banyan
1 Bedroom/ 1 Bathroom / One FREE PARKING (max 6') unit at Waikiki Banyan. The unit can accommodate up to 4 guests. Total of 4 Beds: 2 Full Beds in the Bedroom & 1 Full SFBD & 1 Queen Size SFBD in the living room. 557 living sqft. & 67 sqft. Lanai(Balcony) over looks...
Perch - Seaside Serenity: Oceanfront 1BR Suite
♡ The home is located in Kahana Reef between Kaanapali and Kapalua. Our hearts go out to those whose homes were affected by the wildfires. We were blessed to have been unaffected and we welcome you to stay in our home. The businesses and amenities all around us are open...
Kaanapali Alii Unit 332
Kaanapali Alii 3321 Bedroom | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Experience Kaanapali Alii 332, a beautifully remodeled one-bedroom garden view condo at Maui’s exclusive Kaanapali Alii Resort that offers stunning views of the...
Grand Waikikian by Hilton Grand Vacations Club 1 Bedroom Condo, Free WIFI
This spacious 1-Bedroom, 1-Bathroom Suite with a balcony features a primary bedroom with a king-size bed, charging outlets at each nightstand and a 55-inch flat-panel HDTV. The bathroom offers a freestanding shower, a separate soaking tub and a TOTO washlet. The...
Aqua Aloha Surf Waikiki 707 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 707 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 3 Bedrooms | KBV ML-2002
** 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...
Spacious Studio, Perfect Location In Wakiki, Located Near The Beach, Shopping
Enjoy the best of city living with scenic mountain views in this inviting studio on the 35th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of...
The Westin Kāanapali Ocean Resorts / 1-Bedroom
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...
Experience Paradise at Waikiki Landmark Unit 1705: Your Dream Vacation Rental
Only 8 minutes away from Waikiki beach this 2-bedroom apartment is perfect for your escape to Honolulu. The bedrooms feature a cozy king bed and a comfortable queen bed. The bathrooms are equipped with a jetted bathtub, bathtub, and all the essentials you need. Our cool...
Wailea Beach Villas PH104 - 2 Bedroom Garden View Penthouse
Marvel at the sophisticated style and décor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted...
Honua Kai | 4 Free Rental Cars | KBM Resorts | X X L Corner Suite | 4 Units, 7 Bedrooms | HK ML-1295
** 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...
Studio Aulani, a Disney Beachfront Resort & Spa
Enjoy a peaceful stay at this 1-bedroom resort in Kapolei. The room features a king bed and a sofa bed, perfect for relaxing after a day of adventure. Guests can stay comfortable with air conditioning and heating, while the bathroom includes a hair dryer for...
Royal Sea Cliff Kona 429 Partial Ocean View Studio
Perched above lava rock bluffs, this oceanfront studio in Kailua-Kona offers a peaceful and scenic island escape. Ideal spot to relax and enjoy breathtaking coastal views. Unit 429 Partial Ocean View Studio• 4th floor condo located on north side of the building close to...
Wai'ula'ula J101 Three Bedroom
Perched in the uplands of the prestigious Mauna Kea Resort, this stunning villa offers sweeping views of the Kohala Coast, where breathtaking sunsets and lush golf course vistas create an unforgettable backdrop. Designed for seamless indoor-outdoor living, the home...
LANIKAI SUITE - Spacious 1-BR 1-BA; located 3 houses from famous LANIKAI Beach
This fully furnished, turn-key, spacious 1-bedroom, 1-bath, is part of a private, gated, rambling plantation-style property. The 2nd LEVEL apartment catches the ocean breezes and comes with a window A/C in the bedroom, large living area and dining area. Street parking,...
Golf Course Front Kuilima West by Beach w/Parking & Resort Amenities
Book with confidence! Professionally managed by Ali‘i Beach Rentals, an award-winning property management company.Discover the charm of the North Shore in this beautifully renovated townhouse located in the desirable Kuilima Estates West at Turtle Bay Resort. Blending...
Puunoa Beach Estates 101
Puunoa Beach Estates 101 2 Bedrooms | 2 Bathrooms | Sleeps 4 | Oceanfront ________________________________________ Welcome to Puunoa Beach Estates 101, a beautifully remodeled two-bedroom oceanfront villa that blends modern comfort with island elegance. This bright and...
Island Serenity Awaits: Studio Premium Villa at Westin Ka’anapali North
Escape to the tropical paradise of Maui with a stay in the Studio Premium Island View Villa at Westin Ka’anapali Ocean Resort Villas North—a perfect blend of luxury, relaxation, and family-friendly fun. Surrounded by lush island landscapes, this retreat is ideal for...
Wailea Elua Village 1510 - 2 Bedroom Ocean View Condo
Wailea Elua 1510 is a charming two-bedroom, two-bathroom vacation rental located in the premier Maui vacation destination of Wailea. This upstairs condo offers stunning ocean views and is just a short stroll away from the pristine Ulua Beach, one of the favorite...