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.
Cozy studio in wonderful Waikiki with refreshing AC breeze
Consider this studio your home away from home while you visit Waikiki. This terrific space features one bathroom and keeps you comfortable with air conditioning. Guests will appreciate thoughtful touches like a hair dryer and iron, making packing light a breeze. Whether...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | 180 Degree views | 3 Units, 5 Bedrooms | ML-2032
** 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...
Ocean View 1BR Premium Villa at Westin KÄÊ»anapali North
Wake up to the beauty of Maui’s coast in this 1-Bedroom Premium Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North. Offering 750–900 square feet, this spacious villa is ideal for couples or small families seeking a blend of comfort and luxury with...
Private Paradises, 4BR, Studio, 2 Kitchensn
Welcome to Kona in a furnished main house, with an attached studio that elegantly decorated with crafted arts made by my wife, cater for large groups. An unmatched treasure, tropical vibes, 5 minutes from KOA airport:✔ Spacious Three Comfortable Bedrooms – 3 Beds + 2...
Maui Resort Rentals: Honua Kai Hokulani 634 – Spacious Corner 2BR w/ Panoramic West Maui Mountain Views!
One of the absolute best values available at Honua Kai, Hokulani 634 is a full 2 bedroom suite with an upgraded interior and panoramic views of the lush West Maui Mountains from its fantastic corner location.When nightfall comes and it is time to rest and recharge for...
🏖️Ocean Front | Fantastic Location - Walk To Kona Town
Ali'i Drive Oceanfront Escape – Apt 504Welcome to your Kona coastal retreat—a fifth-floor, front-row condo offering breathtaking panoramic ocean views from the heart of Kailua-Kona. Situated along iconic Ali'i Drive, this one-bedroom, two-bathroom condo invites you to...
Kapalua Bay Villa 19G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Travertine tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Private Outdoor Kitchen | 2 Units, 6 Bedrooms | ML-1424
** 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...
Charming studio w/ country views!
Beautifully located on half an acre with gated secure entrance. Enjoy a lanai, lots of orchids and peaceful surroundings. Situated on a hill above the street w/views to beautiful vistas, native vegetation and colorful birds. Suitable for 2-3 people.
Kuleana Club #615 Oceanfront - 1 bd&1 ba - Gated
Summary:Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. This unit is a 2nd floor oceanfront condo, only steps to the ocean, and surrounded by a plush Hawaiian garden. Enjoy...
Kauai Modern Luxury •Near Beach •A/C •Golf Views •WiFi •Huge Kitchen •Sleeps 12
• New Poipū luxury with central A/C• Sunrise/sunset golf views from relaxing lanai• Huge modern fully stocked kitchen + high-end appliances• High end furniture from Restoration hardware• Comfortable mattresses + extra linens if needed• Spacious dining + fast WiFi with...
Anini Vista Viila at Princeville Resort By Parrish Kauai
Perched above the turquoise waters of Anini Reef and the lush fairways of the Prince Golf Course, Anini Vista Villa is a contemporary luxury retreat in the prestigious Queen Emma’s Bluffs neighborhood of Princeville. This luxe four all bedroom suite home offers nearly...
Beach escape NorthShore 1BR Unit OceanView
NOTE: There's ongoing(as of November 2021) building construction that may cause noise and some areas closed during your stay. Working hours between 9am-2:30PM(Mon-Fri).This is a beautiful area of Oahu, which takes you away from the crowds of town yet you are close to...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | ML-2023
** 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...
Hawaiian King 212 Studio Suite, Full Kitchen, Pool, Sleeps 2
Welcome to Hawaiian King 212 Suite - Your Home in the Heart of Waikiki!Address: 417 Nohonani St #212, Honolulu, HI 96815Room Type: 1 bedroom Hawaiian King 212 Suite Overview: Discover your own slice of paradise in the heart of Waikiki with our Hawaiian King 212 Suite....
NEW! Tropical Hideaway by Keauhou Bay | Golf, Beaches & Views
Keauhou Palena – Kailua-Kona Vacation Rental CondoDiscover Your Perfect Hawaiian EscapeNestled between the scenic Keauhou Bay and the Kona Country Club Golf Course, Keauhou Palena is a peaceful, secluded condo village where you can park right at your own front door....
Tropical 2BR Ocean View Retreat – Marriott Kauai Beach Club
Experience island serenity in this 2 Bedroom Ocean View Villa at Marriott’s Kauai Beach Club, nestled on the golden sands of Kalapaki Beach and surrounded by lush tropical gardens. Located just minutes from Lihue Airport, this resort combines oceanfront beauty,...
Makani A Kai B5 Ocean Front condo 10 yards from private beach access.
Oceanfront Escape at Makani A Kai B5 – Maalaea, MauiWelcome to your personal paradise on Maui’s southern coast! Nestled directly on the beach in Maalaea, this 2-bedroom, 2-bathroom oceanfront condo offers the ultimate island retreat. With sweeping views of the Pacific...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Amazing | 3 Units, 5 Bedrooms | ML-1784
** 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...
Kaanapali Alii Residence 235
Kaanapali Alii 2352 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Kaanapali Alii 235 is a luxurious ocean-view vacation rental located in the prestigious resort area of Kaanapali along Maui’s west coast. This spacious condominium...
Delightful, quiet, close to beach and convenience stores, 3-bed house in Keaau
Nestled in Keaau, this delightful house is a charming retreat for guests. With 3 bedrooms including a queen bed, bunk bed, and more, there's plenty of space for everyone. The 2 bathrooms are equipped with all the essentials, ensuring a comfortable stay. Plus, the...
1 Bedroom Ocean View - Silver
Welcome to the serene and luxurious Mauna Lani Point B102, your perfect retreat nestled in the heart of Kamuela. This stunning 1-bedroom, 1-full bathroom, and 1-half bathroom condo offers an elegant blend of comfort and style, ideal for a romantic getaway or a peaceful...
Maui Kaanapali Villas #221: Studio garden view at a beach front resort in West M
Maui Ka’anapali Villas #221: Studio garden view condo at Beach Front Resort on N. Kaanapali BeachThe space: This condominium is located in the Aloha Tower, the central hub of the property. Situated on the second floor, this condo has views of the surrounding foliage....
Most Luxurious Oceanfront Estate on Makena Beach-6BR/7.5BA 8,030 Sq Ft
Step into island luxury at this breathtaking oceanfront estate on Makena Beach, one of Maui’s most exclusive and pristine stretches of coastline. With 8,030 square feet of elegantly designed living space, 6 spacious bedrooms, and 7.5 bathrooms, this private retreat...
"Beachront Paradise" Surf, scuba, swim, snorkel, sunsets & serenity at your door
"The Ultimate Hawaiian Retreat" Great monthly rental, contact owner for your dates, availability and discounts. Gorgeous gated oceanfront and beachfront home. Located on large double lot on the sunny side of Oahu. Two homes on a huge lot both with ocean views. Perfect...
Spacious Hillside Villas 1500-7 by Gather w/AC, Lanai, Pool Access & Golf Ne
Hillside Villas 1500-7 welcomes you to the relaxed elegance of Ko Olina in Kapolei. This spacious two-story villa offers three bedrooms, two and a half baths, and 1,553 square feet of thoughtfully designed living space. With peaceful garden and golf course views, it’s...
Kapalua Bay Villa 19B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa with 16 stairs between parking and front door- Travertine tile floors throughout- Updated open kitchen with granite counters and all the expected appliances, including: fridge with ice maker, stove/oven, microwave,...
Luxury, Comfort and Aloha Spirit Await on the Big Island
Welcome to the ultimate Hawaiian escape at Na Hale O Keauhou, where the gentle ocean breezes, swaying palms, and stunning sunsets create the backdrop for an unforgettable vacation. This enticing two-story condo, available for vacation rental by owner (VRBO), offers the...
New Listing! Stunning Oceanfront Sunsets
Noelani #306 – Oceanfront Luxury with Unforgettable Views Experience Maui living at its finest in this beautifully remodeled 3-bedroom oceanfront condo, perfectly perched between KÄÊ»anapali and Kapalua. Noelani #306 offers two expansive lanais with panoramic views of...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...
Oceanfront Resort-Beach Access, Close to Oahu's Popular Sites
This delightful two-bedroom provides the perfect respite for the whole family.Ocean View Two Bedroom Villa, 2 King, Sofa beds: 2, Bathrooms: 2, Full kitchen, Microwave, 1280sqft/115sqm, Living/sitting area, Dining area, Separate dining room, Separate living room,...
Garden Setting Close to Beach with A/C Central Location Maui Vista 1BR/1BA
Escape to this fabulous condo in picturesque Kihei. Secluded, quiet, ground floor unit with garden view. 5-minute walk, (0.3 mile) to Charley Young Beach. Perfect retreat for an individual or couple. Fully equipped NEW kitchen, split A/C, large lanai, in-unit laundry,...
Kaanapali Alii Residence 444
Kaanapali Alii 4442 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 444, your beachfront playground at Maui’s exclusive Kaanapali Alii Resort. With sweeping views of the Pacific Ocean, swaying palms, and...
Cozy Ocean Stay 2BR unit
Escape the bustle of Waikiki and access some of the North Shore’s best beaches! You’ll be in proximity to Ahupuaʻa ʻO Kahana State Park, Turtle Bay, the Maʻakua Ridge Trail and World Famous Banzai Pipeline where you can catch a wave or watch pro surfers in action. The...
Aloha Surf Waikiki: Pool & Beach Access
Aqua Aloha Surf Waikiki 504: Studio Deluxe room with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha. (1) Full bed, (1)...
Ultra Luxury Oceanfront 8 BD 8.5 BA Pool & Hot Tub in Diamond Head
Honeyed Jade is an enchanting Diamond Head vacation rental estate located on the exquisite island of Oahu. Oahu is an ideal island to visit if you envision yourself amid beautiful Pacific blue waters and within easy access to shopping and first-class restaurants....
Welcome to Windsor Waikiki #3804! A Beautiful Vacation Rental.
The perfect getaway, high above world-famous Waikiki Beach! The Windsor unit 3804 has Limitless views of the sparkling ocean, the Ala Wai marina, Ala Moana Park, and the twinkling lights of downtown Honolulu. Whether it's a romantic interlude or chance to work remotely...
Sea Glass: Luxurious 3BR in Princeville w/ Lanais, Pool Access & Mountain Views
Nestled in the exclusive gated community of Villas of Kamali‘i in Princeville, Kauai, Sea Glass by Gather is a serene, fully renovated three-bedroom, three-bath luxury townhome offering 1,825 square feet of modern comfort and mountain-view tranquility. Designed for six...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Studio Value Price | 3 Units, 5 Bedrooms | ML-1321
** 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...
Kaanapali Shores 213 2BD North Kaanapali Resort Condo Overlooking Pool, Palms & Courtyard
Kaanapali Shores 213 Beautifully Updated 2nd Floor North Kaanapali Condo Overlooking Swaying Palm Trees and the PoolWelcome to your Maui Retreat: Kaanapali Shores 213 is a freshly remodeled 2-bedroom, 2-bath condo located in the vibrant beachfront community of North...
Royal Kahana Maui 519 Ocean View Studio
Step into this airy studio featuring sweeping ocean views and easy beach access. Perfect for couples or friends wanting a relaxing stay. Unit 519 Ocean View Studio• 5th floor studio with balcony • Studio kitchen includes microwave, stovetop/oven, coffee maker,...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Extra-large Corner Suite | 2 Units, 3 Bedrooms | ML-1430
** 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...
Kiahuna Plantation Resort 403 Garden View 1 BD
Surrounded by tropical greenery, this one-bedroom cottage-style condo offers peaceful garden views and island comfort. Just steps from Kauai’s most famous beach, it’s the perfect retreat to relax and recharge. Unit 403 Garden View 1 Bedroom 1 Bath• First floor with a...
New listing: Oceanfront Oasis on Maui - Ocean View Aston Kaanapali Shores 606
Welcome to Kaanapali Shores 606 – Your Oceanfront Oasis on MauiNew Listing! This condo was previously managed by the front desk program and just transitioned to private management—so no guest reviews yet, but it’s the same great unit with even better service.Step into...
Kaanapali Alii Residence 1102
Kaanapali Alii 11022 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 1102, an elegant one-bedroom ocean-view condo, with a fully enclosed den that comfortably serves as a second bedroom. This residence...
Gorgeous 6 bedrooms for 16 Lahaina Maui ocean view penthouse
Gorgeous 6 bedrooms for 16 Lahaina Maui ocean view penthouse! This gorgeous 6 bedrooms 5 baths for 16 is made up of two separate 3 bedroom ocean view penthouses! The complex features 2 pools, cabanas, tennis courts, putting greens, shuffleboard and plenty of gas BBQ's...
Wailea Ekahi Village 6F - 1 Bedroom Garden View Condo
Wailea Ekahi Village 6F is a premier vacation rental located in the heart of Wailea, Maui. This one-bedroom, two-bathroom condo located within the resort community of the Wailea Ekahi Village, a low-density collection of condo clusters set across 34 acres of beautifully...
Cute Loft Studio above Kona, surrounded by Coffee farms
Cute Loft studio in Holualoa, right above Kona. Our 2 acre property is surrounded by Coffee farms. Hike to a famous Kona Coffee farms like : Heavenly Hawaiian and Buddha's Cup. Cooler elevation. Tropical fruits and flowers. Conveniently located close to tourist...
Charming cabin in Pāhoa for a peaceful getaway
Unwind in Pāhoa at this peaceful cabin. With a cozy living room featuring a comfortable queen bed, guests can relax after a day of exploring. The bathroom offers a refreshing rainfall shower and skylight for a wonderful start to the day. Experience what Pāhoa has to...
Pili Mai 13M - Golf Course Villa in Poipu by Coldwell Banker
Pili Mai 13M - Golf Course Villa in PoipuThis beautiful, ground-floor villa in exclusive Pili Mai Resort combines modern luxury with all the conveniences of Poi'pu.Nestled within the exclusive Pili Mai Resort, this lovingly maintained 3-bedroom, 3-bathroom sanctuary...