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.
Hilo Home Base - 3 Miles to State Park & Beach!
Pack your hiking boots and bathing suits for an unforgettable trip to this home in Hilo! Complete with basic comforts, a well-equipped kitchen, and a quiet outdoor patio, this 2-bedroom, 1-bath vacation rental is an ideal space in between adventures. Discover Hawaii's...
PK B110 Enjoy Ocean Views Steps from the Pool and Hot Tub 1BD Amazing Location
Papakea B110 · PK B110 Enjoy Ocean Views 1BD w Pool and Hot TubYou'll have a great time at this comfortable place to stay.FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
Updated #328: Kitchen, Coastal Decor, Ocean Views
Updated Beachfront condo with stunning ocean views located at popular Sugar Beach Resort!#328 has been tastefully updated with new kitchen and bathroom updates as well as new coastal furnishings. Sunsets are easily enjoyed nightly from your private lanai. Catch turtle...
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
This is a beautiful 2 Bedrooom / 2 Bath townhouse directly on the oceanfront at the Keauhou Kona Surf & Racquet Club. This is a gated community with 4 lighted pickleball/ 3 tennis courts, swimming pool, and community BBQ & picnic areas. There is no air conditioning in...
Absolute Oceanfront Condominium in Kona Hawaii
Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, Twenty minutes south of Kona Int'l Airport and one easy walking mile south of downtown Kona. Your condo is just a short distance from Magic Sands Beach a local body surfing favorite and Kahaluu Beach Park known for sea...
Beautifully updated 2 bedroom beachfront condo @ Hale Mahinann
Welcome to Hale Mahina B403. This beautifully remodeled top floor beachfront 2 bedroom, 2 bath condo boasts expansive ocean views & classic Hawaiiana decor. This condo features a remodeled kitchen with stainless appliances, office desk, & breathtaking views. Hale Mahina...
Forever Ocean Views POOL & BBQ
Perched on the lush green bluff's edge, immerse yourself in captivating ocean views and lullabies of the sea. Unobstructed azure panoramas grace the living room and both bedrooms. Witness tropical seabirds and, in season, majestic humpback whales. Each room is adorned...
Unit #216-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 5
Recently remodeled Second floor unit 1 bedroom + Mezzanine bedroom, 2 baths. West facing, beautiful views of Hawaii Sunsets, whale watching from your Lanai (in season)! Twin beds in the lower bedroom, can be made into a King upon request. Queen bed in the Mezzanine...
Cottage 1B, Unit 1 C02- The Best Oceanfront Lanai On Molokai!
Enjoy watching the video tour! It is on YouTube Molokai 1B Kepuhi! Our wonderful cottage is located just steps from the pristine white sand beaches on Molokai's west end. We have stunning ocean and sunset views of Kepuhi Beach even from inside the cottage. The cottage...
Unit 108 A Luxurious Escape with Ocean Views!
A LITTLE ABOUT THIS CONDO.....Step into paradise at Polynesian Shores Condo #108, where oceanfront serenity meets island elegance. This newly remodeled ground-floor retreat offers a tranquil escape, with a picturesque plumeria tree shading your lanai, just steps from...
Vibrant 1-bedroom oasis, across from the beach
Imagine waking up to soft ocean breezes and golden Maui sunlight pouring into your private lanai. Maui Banyan P202 is a one-bedroom ocean view condo in Kihei, perfectly designed for couples, honeymooners, and anyone seeking an unforgettable romantic getaway.Located...
Stunning 1 Bedroom remodel in Waikiki Banyan Tower One
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** When it...
Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC
180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront...
Manualoha #302 condo w/ lanai, W/D & shared pool - walk to the beach, near golf
Manualoha 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfectly situated just up a garden path from the golden sand of Brennecke's Beach, this one-bedroom, ground-floor condo...
Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC, Slps 8
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf Course. This ground-floor villa features two spacious bedrooms, each with its own ensuite bath. The guest bedroom is...
Shimmering Ocean Views! A/C, Wi-Fi, Pool, Parking, Close to beach!
Waikiki Sunset #2512 – 229 Paoakalani Ave.Enjoy mesmerizing ocean vistas and views of Diamond Head and Kapiolani Park by day and colorful sunsets and city lights at night from this 25th floor condo with central AC (534 sq.ft. plus balcony/lanai), FREE Wi-Fi! 4-person...
OCEAN VIEW 2BRM WITH BEACH PARK NEXT DOOR
GREAT 2brm 1bth condo in the Mauna Loa Shores overlooking Carlsmith Beach Park, a unique park with protected reef, ez access where you can swim with the sea turtles. Fantastic inside and out. Comfort. The condo has everything you need for the perfect East Hawaii stay....
Newly Remodeled Ocean View "J" Studio, sleeps 4
Perfectly-Sized Ocean View Studio for Your Family to Relax & Recharge Step into island comfort at Maui Eldorado Kaanapali J122—your peaceful, ground-floor retreat. Thoughtfully redesigned and fully remodeled in June 2025, this cozy studio is perfect for 4. Looking to...
Kihei Bay Vista D-204: 1 Br Condo located across from Kalepoleopo Beach Park
One Bedroom one bath garden view condo. Fully equipped kitchen, perfect for enjoying meals in your condo and not having to eat out for every meal. The Kihei Bay Vista is located in central Kihei. It is across the street from Kalepolepo beach and the Pacific Whale...
Hale Hui Kai 302 Two bedroom Two bath with AC and Garden Views
Hale Hui Kai is an oceanfront property, this third floor garden view condo is just steps away from the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Sounds Of The Ocean, corner unit A101
A LITTLE BIT ABOUT THIS CONDO....Lokelani A101 Great location on the north end of the property for a quiet, cozy vacation. All the amenities of home. King bed with a sofa sleeper in the living room. Large lanai (porch) for lazing your days away with the lull of the...
Kauai Beach Villas Walk to Beach, Access Kauai Beach Resort pools, FREE PARKING
Lihue vacation villa with full kitchen and complimentary/free access to the Outrigger Kauai Beach Resort and spa.Kaua'i Beach Villas in building D, 1-Bedroom, 1-Bath, Ground Floor Unit with Private Lanai off of the Living Room, Walk to Beach. No resort fees, free Wifi...
Breathtaking Ocean Views - Waikiki - Ilikai Marina
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Fully Renovated Beachy & Modern*Prime Location
You simply cannot beat this location for its proximity to the beach! It's just a short few minute walk, directly across the street!Welcome to one of South Maui's most appealing vacation rentable complexes to take advantage of! The complex is close to the upscale resort...
Hale Nani By Parrish Kauai: oceanfront & sunset views with AC, walk to the beach
Designed perfectly to take advantage of its location, Hale Nani is among our wonderful Kauai oceanfront rentals with two ocean view bedroom suites and ocean views from almost every room. Walk across the street to swim and snorkel with the turtles at Koloa Landing or sit...
Beautiful Waikoloa Beach Hawaiian Villa - On Sale Now!!!
Our villa is furnished in a casual tropical island theme. It is ideally located, just steps away from the pool, tennis courts and spa. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft high living room ceilings and no one above or below...
Ocean View Retreat on the Garden Island!
Experience the best of Kauai’s North Shore at this newly updated condo in Princeville, one of the island’s most sought-after communities. Enjoy breathtaking Pacific Ocean views right from your living room or private lanai, with a lush grassy lawn just beyond. Spend...
Holua Kai #32: Luxurious Coastalview Home w/Private Pool, AC: Golf Oceanfront
Holua Kai #32 offers a refined Big Island escape in Keauhou’s exclusive gated oceanfront community. Steps from championship golf and a short stroll to Keauhou Bay, this plantation-style home blends breezy indoor-outdoor living with panoramic coastal views, warm...
A Luxury Dolphin Suite with Magnificent Oceanfront..The Ultimate Family Hideaway
As you enter the Dolphin Suite from your private elevator, you will be met with excellence in every way…The Dolphin Suite at Milowai Ma’alaea offers a luxurious and comfortable family hideaway. It stands out as an exceptional vacation condo for families seeking a...
PRIME MAJESTIC OCEAN AND MOUNTAIN VIEWS OF KAUAI'S NORTH SHOREn
CLOSED FOR REMODEL * REOPENING MARCH 2026. E Komo Mai (Welcome) to Pali Ke Kua 123! Situated on a bluff overlooking the Pacific Ocean, this remarkable vacation rental offers a front-row view of the majestic Makana mountain and some of the most iconic beaches on the...
Maui Resort Rentals: Honua Kai Konea 813 - Top Floor Deluxe 2BR, Expansive Corner Floor Plan, Stunning Ocean Views!
Konea 813 is simply one of the finest two bedrooms on offer at Honua Kai. The suite boasts a stunning 8th-floor "penthouse" vantage point and is amongst a class of the most sought after 2 bedroom floor plans at the entire resort. What distinguishes this column in the...
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
🌴 Panoramic Oceanview Penthouse in the Heart of Kihei, in South Maui, Hawaii. All the fun and convenience you'd find at the big resorts without the large price tag. Located in the Heart of Kihei, in South Maui, Hawaii.This unit boasts gorgeous panoramic oceanviews...
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
“Honokalani” – Unit 201 – is a 1-bedroom, 1-bath unit located in Hana Kai’s upper (Mauka) building. This vacation rental is a corner, upper floor unit with a king-size bed in the bedroom and a queen hide-a-bed in the living room and second covered lanai off...
Maui Resort Rentals: Honua Kai Hokulani 245 - Upgraded Interior Courtyard 2BR Suite w/ Beautiful Partial Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pool, Hokulani 245 is a luxurious 2BR/2BA suite offering stunning ocean views from between the lush palm canopy. Recently upgraded with new flooring, sofa sleeper, furniture, and artwork, you will have...
Royal Garden at Waikiki Suite Excellence and Warm Aloha
NOTE: THIS IS A LEGAL VACATION RENTAL Warmest Aloha and thank you for taking the time to visit our listing. Welcome to this privately owned Royal Garden at Waikiki suite on the 18th floor of the European-style Wyndham Resort with a Hawaiian vibe. Here you can make our...
Ocean view studio - 1/2 block to World Famous Waikiki Beach <br>
===================================Come to Hawaii and share in our wonderful condo in paradise. Our fully licensed and legal studio condo is only half of a block from World Famous Waikiki Beach. You can have it all in this fabulous studio condo. The location and view...
Ocean Views! Great Unit in Hale Kamaole! Discounts Offered! 2 bed + loft
Book your Spring getaway now! 7 Night discount special and ask about our BONUS DISCOUNT for 10 nights!Set in beautifully landscaped Hale Kamaole complex, Unit 255 features a private lanai with beautiful ocean views across from Kamaole III beach -- named one of the top...
Turtle Bay Top Floor Studio unit 164 @ Kuilima West
North Shore Escape at Turtle Bay | Kuilima Collection Loft StudioDiscover the authentic North Shore Oʻahu lifestyle at this cozy Kuilima Collection studio loft, located in the heart of the iconic Turtle Bay Resort area. Nestled alongside the lush fairways of the Fazio...
Gorgeous Over the Ocean Lanai - 1 Bedroom, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #801** For your health and safety, we utilize additional Sterilization procedures between reservations.8th Floor, Direct Ocean View - 1 Bedroom Suite With Full KitchenOceanfront condo, Remodeled kitchen, stainless...
Ocean Front with Spectacular View
Charming, third floor, non-smoking apartment with panoramic view from kitchen, living room and balcony. Tasteful decor and tile floors create a pleasant and warm home, with new kitchen cabinets and granite counters. You can watch whales during winter from the private...
New Listing! Unwind in Napili, as sunsets await
Welcome to Napili Shores B109, a cozy 1-bedroom, 1-bathroom ground-floor condo nestled in the heart of Napili on beautiful West Maui. This charming retreat comfortably accommodates up to 4 guests and features split air conditioning, ceiling fans, and high-speed...
Renovated adjoining studio rooms for up to six guests in Waikiki
Unit Description:Walk to Waikiki beach, Ala Moana mall, convention center, restaurants, shops and many other Waikiki attractions in this newly renovated unit. Unit comes with wifi internet, cable TV, window air conditioning, microwave, toaster, hair dryer, iron, soap,...
Luxury 2-Story Oceanfront Condo w/ Views & Pool
Enjoy the sound of the ocean waves, watching for sea turtles and whales, while admiring incredible sunsets & sunrises in this two-story, oceanfront condo. A beautiful corner unit, Kapaa retreat with a large lanai and built-in grill that overlooks the palms, mountains,...
Kona Mansions#229 Top Floor, 2 story Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be representing a spectacular condo!Kona Mansions#229 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best of Island fare, this 2 bed, 1½ bath,...
Kalama Terrace P101 Renovated modern unit next to Beach
Book with us and come to Maui to explore everything we have to offer!This remodeled 1 bedroom air conditioned unit has just been renovated and is perfect for you to relax. Located near the "Triangle" famous for its restaurants, lively bars, gift shops; you'll be able to...
Exceptional Ground Level Retreat: Kihei Surfside #102 – Stunning Pacific Views!
Kihei Surfside #102 – Stylish Ground-Floor Ocean View Condo with Recent UpgradesDiscover the best of coastal living at Kihei Surfside #102, a beautifully updated ground-floor condo offering ocean views and easy beach access. This 1-bedroom, 1.5-bathroom unit sleeps up...
Hale Kuapapa | Ko Olina | Desirable Walk-Out On Ground Floor!
Summary:Welcome to Hale Kuapapa in Ko Olina! Enter this stunning, open-air condo with a glass wall that slides to a private, marble patio exposed to manicured landscaping. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:As one of the...
Cozy Modern Kamahana Studio, Pool, WiFi
Charming Island Getaway – Studio Condo in Kamahana, PrincevilleEscape to the serene beauty of Kauai in this stylish and modern Studio with en-suite bathroom located in the peaceful Kamahana complex in Princeville. Ideal for couples or solo travelers, this cozy retreat...
'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families
To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for a full 30 days.Please request dates that you would like to book, and we will reply.Warmest Aloha ........You have found...
Private Tranquil Tropical Garden Getaway with Saltwater Pool on Kauai!
Welcome to Kauai’s sunny South Shore—your peaceful retreat at Waikomo Stream Villas, a true hidden gem. Nestled in lush, tropical surroundings, this charming resort is set among banyan trees, colorful Hawaiian flowers, and a winding island stream that creates a...